Glaser - Hay偶联

反应机理

图片来源：https://cheminfographic.wordpress.com/2018/02/18/74-glaser-hay-coupling-1869/

反应实例

Efficient Copper(II) Acetate Catalyzed Homo- and Heterocoupling of Terminal Alkynes at Ambient Conditions
K. Balaraman, V. Kesavan, Synthesis, 2010, 3461-3466.

Phase Separation As a Strategy Toward Controlling Dilution Effects in Macrocyclic Glaser-Hay Couplings
A.-C. Bédard, S. K. Collins, J. Am. Chem. Soc., 2011, 133, 19976-19981.

One-Pot Formation and Derivatization of Di- and Triynes Based on the Fritsch-Buttenberg-Wiechell Rearrangement
T. Luu, Y. Morisaki, N. Cunningham, R. R. Tykwinski, J. Org. Chem., 2007, 72, 9622-9629.

End-Cap Stabilized Oligoynes: Model Compounds for the Linear sp Carbon Allotrope Carbyne
T. Gibtner, F. Hampel, J.-P.Gisselbrecht, A. Hirsch, Chem. Eur. J., 2002, 68, 408-432.

L. Su, J. Dong, L. Liu, M. Sun, R. Qiu, Y. Zhou, S.-F. Yin, J. Am. Chem. Soc., 2016, 138, 12348-12351.

参考资料

Organic Chemistry Portal：Glaser Coupling、Hay Coupling